Sorry about the terrible formatting of this story.. hopefully it isn't too hard to read.
I was locked up for about 3 years, from 2016 to 2019.
The prison was set up to where the building had 4 separate wings in it . Each wing had like 10 rooms, and each room held 8 dudes (4 bunk beds).
Every night around 9 everyone would have to strip down to their underwear, and the guards would come to the door with a flashlight and make us show that we didn't have any bruises or signs that we had been fighting.. they were also looking for new tattoos (if u got a tattoo in there you would get in big trouble).
There was one dude in my wing who I always thought was hot as fuck.. and he seemed super straight but I also got a vibe from him that he'd be down to let a dude give him head... (Sometimes you just get that feeling about someone).
Max wasn't originally in the same room as me, but after sometime of being there people got moved around for whatever reason and he ended up getting moved into my room.
The first night I saw him in his boxers during the nightly checks I could see he had a big dick.. you could definitely see it swinging from side to side through the white boxers as he walked around..
I silently observed for awhile.. I was too afraid to risk saying anything sexual to him (or anyone for that matter) in fear that he would take it the wrong way, he would tell everyone, and it would be bad for me...but one day the perfect situation happened where we both happened to be the only ones in the room (others were at class, at the gym, etc, or out in the day room watching TV, etc).. and I for whatever reason had the courage to try my luck... I guess i was just horny enough to risk it.
He was sitting on his bed writing a letter or something.. I got up as if I was leaving the room (I wanted a quick escape if it didn't go the way I was hoping and ended up being super awkward).. as I was about to open the door I stopped, and said, "hey max"..
To which he looked up and said "what's up?".
Vert quickly, semi quietly, I looked at him and said "tonight after they do count, you should ask to go to the bathroom and go-to the back stall..I'll wait a minute and then ask to go too.. if you're down I'll suck you off".
I couldn't believe I had just said that out loud.. he just looked at me.. and replied "bet".
The way the bathrooms worked here was there were only 2 people allowed in the bathroom at a time.. and being nighttime, you had to have permission to leave your room before going to the bathroom.
I knew that if we were both in there, the guard wouldn't let anyone else go until one of us came out.
The only real risk would be the guard doing their walk.. which was once every 30 minutes or so.
Night had finally came. They did their count and had their shift change.. (it's about 11:00pm at this point).. most of the guys in the room are going to bed, but I see that Max is still wide awake sitting in his bed.
Next thing I know I see Max stand up next to his bed, stare at me until he caught my attention, and then walk over to the door, open it, and yell "Ey! Bathroom?" To which the guard replied "go ahead"
I couldn't believe this shit was actually happening.
I waited about a minute before jumping down from my bunk, going to the door and asking what Max had asked just a moment before.. the reply I got however was "hold up.. there's already 2 in there"
It killed me having to wait.. but I was also glad to know we had a guard who cares about the rules and wasn't going to let a third person come into the bathroom and inadvertently catch me and Max in the back stall.
I stared out the window in the middle of my door until I saw the other person come out of the bathroom.. I immediately pushed the door open, yeller "bathroom?" And was finally given the permission I had been fantasizing about all day.
I walked into the bathroom and could see Max's feet in the back stall.. I walked back to find him sitting on the toilet with his shorts still on. He saw me, stood up, and pulled his shorts down revealing a rock hard cock.
He had a nice dick.. he also had apparently been staying up on his manscaping as his pubes looked like they only had about a week of growth.
He took his cock in his hand and gave it a nice shake.. as if showing it off to me.
I immediately dropped to my knees.
I knew how risky this was.. and knew it needed to be quick... I wanted very badly to enjoy this as I hadn't sucked dick in a couple years (and assuming he never did anything with anyone else, this would be his first blow job in about 4 years).
I took his cock all the way down my throat.. he put his hand on the back of my hand and began pumping into me.. within 30 seconds at most (and with no warning) he busted a huge load down my throat...
God damn was it hot.
He pulled up his shorts, gave me a fist bump, and stepped around me to leave the stall. I stayed in the stall and jacked my dick to the memory of what had just went down.
The next day it was like it never happened.
All i could think about was Max and his fat cock.. I wanted him again so bad.
We ended up doing it again a few days later.. went down the same way as it did the first time.
After some time passed, I asked him if we could do it again, unfortunately he wasn't willing. At this time we had all just been given tablets provided by JPay (the company that makes money on phone calls/video visits, and now music and movies). The tablets essentially had a generic version of Spotify (you had to purchase a monthly subscription, and at the time they didn't have any way to stop people from sharing login info.. so everyone was using the same account lol) .
Anyway.. the reason I mention any of that is because the music completely changed the way of life in the prison... Instead of everyone going to bed around the same time, people would stay up the entire night jammin out (you don't realize how huge something like music can be when you've had no access to it for years).
Because everyone was staying up all night long Max said it was way too risky now.. before we knew that 99% of dudes were already asleep, but now 99% were wide awake.. and the odds of getting caught were just too high for him I guess..